Oxidative Radical Skeletal Rearrangement Induced by Molecular Oxygen: Synthesis of Quinazolinones

Oxidative skeletal rearrangement of 5-aryl-4,5-dihydro-1,2,4-oxadiazoles into quinazolinones is induced by molecular oxygen (under a dry air atmosphere) that likely proceeds via transient iminyl radical species. Concise syntheses of biologically active quinazolinone derivatives were demonstrated using the present strategy

Copper-Catalyzed Aerobic [3+2]-Annulation of <i>N</i>-Alkenyl Amidines

A method for the synthesis of bi- and tricyclic amidines has been developed through copper-catalyzed aerobic [3+2]-annulation reaction of <i>N</i>-alkenyl amidines. These cyclic amidines could be converted into mono-benzyl-protected vicinal diamines by the reduction with aluminum hydride

Oxidative Radical Skeletal Rearrangement Induced by Molecular Oxygen: Synthesis of Quinazolinones

Oxidative skeletal rearrangement of 5-aryl-4,5-dihydro-1,2,4-oxadiazoles into quinazolinones is induced by molecular oxygen (under a dry air atmosphere) that likely proceeds via transient iminyl radical species. Concise syntheses of biologically active quinazolinone derivatives were demonstrated using the present strategy

Copper-Catalyzed Aerobic [3+2]-Annulation of <i>N</i>-Alkenyl Amidines

A method for the synthesis of bi- and tricyclic amidines has been developed through copper-catalyzed aerobic [3+2]-annulation reaction of <i>N</i>-alkenyl amidines. These cyclic amidines could be converted into mono-benzyl-protected vicinal diamines by the reduction with aluminum hydride

Copper-Catalyzed Aerobic [3+2]-Annulation of <i>N</i>-Alkenyl Amidines

A method for the synthesis of bi- and tricyclic amidines has been developed through copper-catalyzed aerobic [3+2]-annulation reaction of <i>N</i>-alkenyl amidines. These cyclic amidines could be converted into mono-benzyl-protected vicinal diamines by the reduction with aluminum hydride

Copper-Catalyzed Aerobic [3+2]-Annulation of <i>N</i>-Alkenyl Amidines

A method for the synthesis of bi- and tricyclic amidines has been developed through copper-catalyzed aerobic [3+2]-annulation reaction of <i>N</i>-alkenyl amidines. These cyclic amidines could be converted into mono-benzyl-protected vicinal diamines by the reduction with aluminum hydride

Copper-Catalyzed Aerobic [3+2]-Annulation of <i>N</i>-Alkenyl Amidines

A method for the synthesis of bi- and tricyclic amidines has been developed through copper-catalyzed aerobic [3+2]-annulation reaction of <i>N</i>-alkenyl amidines. These cyclic amidines could be converted into mono-benzyl-protected vicinal diamines by the reduction with aluminum hydride

Copper-Catalyzed Aerobic [3+2]-Annulation of <i>N</i>-Alkenyl Amidines

A method for the synthesis of bi- and tricyclic amidines has been developed through copper-catalyzed aerobic [3+2]-annulation reaction of <i>N</i>-alkenyl amidines. These cyclic amidines could be converted into mono-benzyl-protected vicinal diamines by the reduction with aluminum hydride

Copper-Catalyzed Aliphatic C–H Amination with an Amidine Moiety

A method for amination of aliphatic C–H bonds of <i>N</i>-alkylamidines is described that utilizes Cu(OAc)₂ as the catalyst in the presence of PhI(OAc)₂ and K₃PO₄. The resulting products, dihydroimidazoles and tetrahydropyrimidines, could be converted into the corresponding diamines by hydride reduction

Copper-Catalyzed Aerobic Aliphatic C–H Oxygenation Directed by an Amidine Moiety

A method for the oxygenation of tertiary C–H bonds of <i>N</i>-alkylamidines and <i>N</i>-(2-alkylaryl)­amidines is described that utilizes the CuBr·SMe₂/2,2′-bipyridine catalytic system under an O₂ atmosphere and provides dihydrooxazoles and 4<i>H</i>-1,3-benzoxazines. The oxygen atom is incorporated from atmospheric molecular oxygen during the present process